双硒唑烷的羟丙基-β环糊精包合物的制备和包合机制探讨

Identification of Inclusion Complex of Eb with Hydroxylpropyl Beta Cyclodextrin and Investigation of Its Including Mechanism

目的确证双硒唑烷(Eb)的羟丙基-β环糊精(HP-β-CD)包合物的形成,及探讨包合机制和可能的包合物结构图。方法分别通过相溶度法、UV-vis、FTIR、DSC和1H-NMR等方法验证Eb/HP-β-CD包合物的形成。应用Chem3D软件,结合FTIR和1H-NMR数据,用计算机模拟包合物结构图,并对主客分子间的相互作用和包合机制进行探讨。结果经多种方法验证,均确证包合物形成。热力学参数显示包合过程为焓推动的熵减过程,可自发进行。FTIR和1H-NMR数据显示Eb的苯环结构可能被HP-β-CD的空穴所包合。结论Eb与HP-β-CD在一定条件下反应可形成分子比为1∶1的包合物,经测定其水溶解度增加了3000多倍。初步推测本包合的主要驱动力是HP-β-CD空穴内的富焓水被客体Eb替换,是一个由热焓变化驱动的包合过程。

OBJECTIVE To identify the inclusion complex of Eb with 2-hydroxypropyl-β- cyclodextrin （ HP-β-CD）, and investigate the including mechanism,and figure out the sketch map of the inclusion complex. METHODS Eb inclusion complex was identified by UV, IR spectrophotometry, differential scanning calorimetry（ DSC）, phase-solubility diagram, and H-NMR study. According to FTIR and H-NMR,the sketch map of the inclusion complex was simulated by Chem3D program. Meanwhile,the interaction and mechan;sin of complex between host and guest were discussed. RESULTS All methods confirmed the existence of an inclusion compound. The including procedure was in process spontaneously along with the release of heat and decrease of entropy. The inclusion was associated with a large negative AH and a slightly negative AS. The FTIR and H-NMR results suggested that the phenyl of Eb might be included into the CD cavity. CONCLUSION An 1 ： 1 molar ratio inclusion complexes of Eb with HP-β-CD could be formed spontaneously. The main driving force for complex formation is the release of enthalpy-rich water from the CD cavity. The water solubility of Eb is dramatically enhanced by inclusion with HP-β-CD.